Study On The Ag(?)-catalyzed Ring-opening Reaction Of Nitrones With Cyclopropenone

In the past decades,transition-metal-catalyzed C-C bond activation has proven to be an atomeconomic strategy for the synthesis of diverse drug molecules and natural products.This strategy can provide new opportunities for the cleavage of many inert chemical bonds,which greatly enriches the methods in organic chemistry because of the remarkable developments in its atom economy and environmental sustainability.Generally,there are three different ways in this field,including low-valent metal oxidative addition,organic catalysis,and metal-catalyzed ?-carbon elimination.Cyclopropenone is a common substrate for C-C bond activation.However,there are relatively few studies on the ring-opening process via metal-catalyzed ?-C elimination.Therefore,our group hopes to develop new synthetic options featuring ?-carbon elimination to transform cyclopropenone into diverse structures.The first chapter introduces more details in the reactions with cyclopropenone as a C3 synthon,which can be divided into two parts according to the reaction mechanisms.At the end of this chapter,it summarizes the topic selection and research ideas of this paper.The second chapter describes the preparation of cyclopropenones and nitrones,and introduces the experimental instruments and reagents used in the reaction process.The third chapter tells the story about the whole process of our established reactions of cyclopropenone with nitrone.After many tries on the optimization of the reaction conditions(e.g.,catalysts,solvents,tempt,reaction time),the final conditions were determined.Moreover,the reaction mechanism was also investigated.In summary,a new strategy for the Ag(I)-catalyzed ring-opening reaction of nitrones with cyclopropenone to synthesis imide is developed in this paper.This protocol exhibited high regioselectivity,good yields,and a broad tolerance of various functional groups.